Julio's Mexican Restaurant is located just down the street in the shopping center across from the Safeway. There is also Azteca across the street. Azteca probably has a nicer atmosphere (more traditional Mexican restaurant), but I really like Julio's. Try the tortas-- they are excellent. http://www.juliosgrill.com/
Pizza. Elevation's Pizza at (970) 726-0066 is located next to Julio's (just across the street from Safeway) and is the only pizza place that delivers. Hernando's Pizza Pub (970) 726-5409 is probably the better pizza and overall restaurant/bar.
Smokehouse BBQ is excellent. (970) 722-0227
Leo's is a great restaurant and bar located in downtown Winter Park. They have a variety of food from wood-fired pizza, burgers, and more elaborate New American style food. (970) 363-7265
Rudi's Deli has excellent sandwiches, salads, and soups. Located in downtown Winter Park. (970) 726-8955
Deno's Mountain Bistro is a fine dining establishment with steaks, salads, seafood. Service is rather slow, but it's a nice atmosphere. Reservations are recommended. A bit down the road Tabernash Tavern at (970) 726-4430 has great reviews. The menu is steaks, wild game, and other New American style fine dining entrees.
For Breakfast Carver's Bakery Cafe (970) 726-8202 is my favorite and Rise and Shine is also great at (970) 726-5530. I haven't tried Mountain Rose cafe but it looks good.
If you are looking for a caterer check out http://wildhorsecatering.com They are located just down the street next to Safeway.
There are lots of other restaurants...I just haven't tried them all so check out Yelp for more reviews.
Skiing at Winter Park Resort and Mary Jane is phenomenal https://www.winterparkresort.com/. If you know you'll be out you may want to buy a season pass...If you buy it early enough in the year it may pay for itself in as little as a few visits compared to retail priced tickets. There is a shuttle that will pick you up down the street from the cabin, but like all public transportation, it is faster to drive. Mary Jane and Winter Park are the same ski area, but the Mary Jane base area and lifts generally serves the more advanced terrain. I prefer to park at the base of Mary Jane versus Winter Park although the village area at Winter Park is much more developed. Another lower cost, family friendly ski area nearby is Ski Granby Ranch http://www.granbyranch.com. You can rent equipment at the resort, although you'll save money renting offsite. The Ski Broker http://wpskibroker.com is located just down the street (across from Safeway, near Murdochs, Julios and Elevations Pizza).Check online for discount coupons. Icebox Sports http://www.iceboxmountainsports.com is another great place for rentals, tune-ups, etc. Both these shops rent ski clothes, snow shoes, snowboards and bicycles too. Ice Box rents fat bikes for winter use, child carriers, etc. and is a great place for tune-ups to bikes, skis, etc.
YMCA Snow Mountain Ranch offers a huge variety of year-round activities! They have miles of hiking and nordic ski trails, winter dog sledding, sleigh rides, summer tubing hill and winter sledding hill, indoor climbing wall, roller skating, miniature golf, ice skating, archery in the summer, zip lines in the summer and much more! Most activities require a day pass. My kids love the craft shop--They have a huge variety of crafts including pottery that you can paint and then they'll fire it (it's really reasonable too). Check out https://snowmountainranch.org/ for more details. This is also where Sombrero Stables is located. They are a great option for horseback riding. Learn more at http://www.sombrero.com
Grand Adventures has the snowmobile experience for you. Ride the Continental Divide on Colorado snowmobiling trails as you never have before. Tours top out at nearly 12,000 feet with views of the entire Winter Park Ski area and the Fraser Valley. Tour options for all abilities from beginner to advanced. Check out https://www.grandadventures.com/ for more details.
Like to offroad? Explore the vast terrain in Winter Parks Arapahoe National Forest with our Continental Divide Tour. We depart from our convenient location in Winter Park and ride 15 miles up the historic Corona Pass road to the Continental Divide and Corona Pass at nearly 12,000ft in elevation. Check out https://www.grandadventures.com/ for more details.
Mountain Biking is everywhere. http://www.playwinterpark.com/mountain-bike-capital-usa for maps.
If you're lazy like me, go to Granby Ranch http://www.granbyranch.com and take the lift up and then enjoy miles of cross country trails without all the climbing. It's $10 for a ride up for you and your bike. They also have exhilarating downhill courses...for that, you probably want to rent a downhill bike and all the protective gear. For the more adventurous visit Trestle Bike Park at Winter Park. https://www.trestlebikepark.com/ This is a massive collection of downhill trails served by ski lifts...some are very extreme!
For a more leisurely ride, walk or run just head down the hill behind the cabin to the Fraser Trail and follow the trail along the river up to the town of Winter Park.
In downtown Winter Park there is a really cool park for kids and well as a skate/bike park. There is seasonal ice skating at Copper Creek Center (downtown shopping area). The skating is free, but they rent skates next door at Christy Sports (right below Leo's restaurant). A much larger, better maintained ice rink is at http://www.fraservalleyrec.org/fraser-valley-sports-complex-the-icebox-ice-rink/ This is still seasonal, but is maintained like a hocket rink. Check the schedule, though, because they only have public skating at certain times.
If you like to sled, but hate the hike up the hill head down the street to the Fraser Tubing Hill. You can see the hill right from the back deck of the cabin. There are actually two businesses right next to each other. I prefer the newer one with is the second one you'll get to. http://coloradoadventurepark.com/ They provide the tubes and have a lift to take you back to the top of the hill. There is also the winter tubing hill at Winter Park Resort...this is more of a track than a sledding hill.
I haven't personally used them, but one local hunting outfitter is http://www.samuelsonoutfitters.com/
Who wouldn't love fishing in the clear Colorado streams. Check out http://www.fraserflyshop.com/
Summer activities at the Winter Park Resort include the Trestle Bike park, the summer alpine slide, a maze for kids, jumpy castle, disc golf, climbing wall, bungee jumper, and more.
Just around the corner from the house and available at no charge for our guests is the Meadowridge Club. The guest pass is located in the mud room. This includes an outdoor heated pool (heated to almost 90 degrees year-round, a large outdoor hot tub, indoor workout gym, indoor basketball and racquetball, outdoor basketball and tennis.
If you would like a night out at the movies or bowling the Foundry is awesome. It has a great vibe and they offer a full bar and menu. I recommend making reservations in advance for bowling. https://foundry-wp.com/
The REC Center in town is lots of fun with a full fitness, indoor climbing, indoor pool and waterslides. (Hint: if your kids forgot a swimsuit they sell them here). http://www.fraservalleyrec.org/grand-park-community-recreation-center/
Love to golf? You're in luck. The 27 hole Pole Creek Golf course meanders through lush fields replete with native wildflowers, drastic elevation changes, vast bent greens and water challenge shots over two ponds and five lakes. http://http://www.polecreekgolf.com
My kids love Adventure Quest. It's a two story tall obstacle course (you're safely clipped in and where a harness) http://www.wpadventurequest.com/
We're about forty-five minutes from Rocky Mountain National Park and it's endless bounty of trails, waterfalls, and wildlife. https://www.nps.gov/romo/index.htm If you have a full day I'd suggest a drive over Trail Ridge Road to the town of Estes Park on the east side of the park. http://www.visitestespark.com
Just about 30 minutes east is Grand Lake https://www.visitgrandcounty.com/explore/towns/grand-lake/ This gorgeous lake offers pontoon boats, fishing boats, paddle boards and kayak rentals. There are lots of fun shops and restaurants on the shore of the lake. If you want a quick (1 mile round trip) hike head over to Adams Falls (google east inlet trailhead in Grand Lake).